186 Oakland Street Wellesley, MA ^$ 1,995,000

186 Oakland Street

^$ 1,995,000

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Open House 9/5 11:30am - 1pm

186 Oakland Street

Wellesley, MA, 02481

^$ 1,995,000

Bedrooms4 Baths3.1 Sq 3,216

Monthly Estimate*

^$ 12,597

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Single Family Home for sale in Wellesley, MA

for $1,995,000 with 4 bedrooms and 3 full baths, 1 half bath. This 3,216 square foot home was built in 1951 on a lot size of 0.43.

This thoughtfully designed Cape-style home offers first floor living with a master bedroom and full bath, large custom designed kitchen with an eat-in area and adjoining pantry. There is a lovely dining room with built-in cabinets that is connected to a fireplaced living room with a stunning bay window. A first floor den has extensive built-in cabinetry and a half bath. Each season can be enjoyed from the screened in porch overlooking a large and professionally maintained yard with mature plantings and total privacy. The lower level is spacious with a finished family room, full bath, and walkout to the backyard. On the 2nd floor are three bedrooms, an office area, a full bath, and large walk-in closet, plus a walk-in attic for extra storage area. Ideally located across from the Wellesley Country Club, town gardens, Centennial Park, and Longfellow Pond, this property has easy access to commuting routes.

Open House

9/5/2026 11:30 AM - 1:00 PM

186 Oakland Street Wellesley, MA

* Some states or local ordinances may prohibit Open Houses at this time, please confirm with your Weichert agent or local rep to confirm

Single Family Active

Price

^$ 1,995,000

Bedrooms

Full Bath

Half Bath

Property Type

Single Family

Taxes

^$ 14,341

Style

Cape

Lot Size

0.43

Year Built

1951

Town/City

Wellesley

County/Region

Norfolk

MLS | Web ID

73570070

List By

Adler Connolly Squared Team

Listing Agent

Mgs Group Real Estate Ltd - Wellesley

Broker

Affordability Calculator

$13,792

Per Month

Monthly Principal & Interest: $12,597
Monthly Property Taxes: $1,195
Monthly Home Insurance: --

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Default based on a 30-year fixed rate of 6.49% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.

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Nearby

Trends

Single family listings in Wellesley, MA

Average List Price ^$3,088,872

Percent of Sale Price 55%

About Wellesley, MA

28,724 Population

8% Since 2002

^$170,623 Median Income

35.33 Median Age

42% Households with Children

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Trends Information provided by ATTOM Data Solutions.

Neighborhood & Schools

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Pricing History

Date	Price	Price Change	Description
8/31/2026	$1,995,000		Listed Price

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186 Oakland Street, Wellesley, MA, 02481 is a Single Family Home for sale at $1,995,000 with 3,216 sqft and a lot size of 0.43. 186 Oakland Street has 4 bedrooms, 3.1 baths, and was built in 1951. The property's zip code is 02481 which is in Wellesley, MA

*Information deemed reliable but not guaranteed.

Financial calculator disclaimer: Default based on a 30-year fixed rate of 6.49% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.

Data is updated as of 9/5/2026.

The real estate information and related content displayed on this site is provided for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

The property listing data and information, or the Images, set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information, and the Images, are for the personal, non-commercial use of consumers having a good faith interest in purchasing or leasing listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing or leasing. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information, or as to the accuracy of any of the Images, set forth herein.

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186 Oakland Street

Single Family Home for sale in Wellesley, MA

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